通过 Meldrum 酸亚胺衍生物的快速真空热解合成吡咯里嗪-1,5-二酮衍生物。
Synthetic routes to pyrrolizine-1,5-dione derivatives by flash vacuum pyrolysis of amidomethylene derivatives of Meldrum's acid.
机构信息
School of Chemistry, The University of Edinburgh, West Mains Road, Edinburgh, UK EH9 3JJ.
出版信息
Org Biomol Chem. 2009 Dec 7;7(23):4936-42. doi: 10.1039/b911951e. Epub 2009 Oct 1.
Methoxymethylene Meldrum's acid 1 reacts with 5- and 6-membered lactams in refluxing acetonitrile to give the N-substituted products 9-15. If the reactions are continued for extended times, the Meldrum's acid derivatives decompose to provide enamidoesters e.g. 22-24. Flash vacuum pyrolysis of the 5-membered ring products 9-13 provides reasonable yields of the fused pyrrolones 31-35. The constitution of the products is supported by X-ray crystal structures of 10, 12, 19, 32 and 34.
甲氧基亚甲基丙二腈 1 与 5-和 6-元内酰胺在回流的乙腈中反应，生成 N-取代产物 9-15。如果反应持续时间延长，丙二腈衍生物会分解生成烯酰胺酯，例如 22-24。5-元环产物 9-13 的闪速真空热解提供了合理收率的稠合吡咯酮 31-35。产物的结构得到了 10、12、19、32 和 34 的 X 射线晶体结构的支持。
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